Natural Product: NPC469738

Natural Product ID:  NPC469738
Common Name:   Isolushinin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H28O3
Standard InCHIKey:  DBCQMKCVCVQAIR-XHQFNTRHSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-10-11-4-5-12-19-7-6-14-18(2,3)13(19)8-15(23-17(19)22-14)20(12,9-11)16(10)21/h11-17,21H,1,4-9H2,2-3H3/t11-,12+,13-,14+,15+,16-,17?,19+,20-/m1/s1
Canonical SMILES:  C=C1[C@@H]2CC[C@@H]3[C@]([C@@H]1O)(C2)[C@H]1OC2[C@@]43[C@H](C1)C([C@@H](O2)CC4)(C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO28626.2 Isodon rubescens var. lushiensis Varieties Lamiaceae Eukaryota PMID[20521771]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 23306152
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 23306152
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM 23306152
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000 nM 23306152
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 23306152

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC469738 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.883 High Similarity NPC91497
0.8791 High Similarity NPC296620
0.8737 High Similarity NPC470168
0.8632 High Similarity NPC471247
0.8617 High Similarity NPC76486
0.8602 High Similarity NPC473348
0.8485 Intermediate Similarity NPC470166
0.8404 Intermediate Similarity NPC30477
0.8333 Intermediate Similarity NPC469725
0.83 Intermediate Similarity NPC54619
0.8283 Intermediate Similarity NPC475521
0.8283 Intermediate Similarity NPC476360
0.8283 Intermediate Similarity NPC476361
0.8218 Intermediate Similarity NPC476513
0.8218 Intermediate Similarity NPC49032
0.8218 Intermediate Similarity NPC51172
0.8218 Intermediate Similarity NPC125324
0.82 Intermediate Similarity NPC242748
0.8163 Intermediate Similarity NPC31346
0.8163 Intermediate Similarity NPC144486
0.8161 Intermediate Similarity NPC476316
0.8137 Intermediate Similarity NPC151134
0.8125 Intermediate Similarity NPC472989
0.8119 Intermediate Similarity NPC473469
0.8119 Intermediate Similarity NPC470170
0.8119 Intermediate Similarity NPC470169
0.8119 Intermediate Similarity NPC231340
0.8081 Intermediate Similarity NPC288694
0.8081 Intermediate Similarity NPC159036
0.8081 Intermediate Similarity NPC312553
0.8061 Intermediate Similarity NPC471242
0.8058 Intermediate Similarity NPC470867
0.8058 Intermediate Similarity NPC141433
0.8046 Intermediate Similarity NPC472500
0.8046 Intermediate Similarity NPC472499
0.8039 Intermediate Similarity NPC7213
0.8039 Intermediate Similarity NPC475634
0.802 Intermediate Similarity NPC127801
0.802 Intermediate Similarity NPC69737
0.802 Intermediate Similarity NPC152584
0.802 Intermediate Similarity NPC194842
0.802 Intermediate Similarity NPC160816
0.802 Intermediate Similarity NPC208477
0.802 Intermediate Similarity NPC269627
0.802 Intermediate Similarity NPC473923
0.802 Intermediate Similarity NPC473476
0.802 Intermediate Similarity NPC208594
0.8 Intermediate Similarity NPC114874
0.8 Intermediate Similarity NPC120123
0.8 Intermediate Similarity NPC189852
0.8 Intermediate Similarity NPC472252
0.8 Intermediate Similarity NPC155010
0.8 Intermediate Similarity NPC31907
0.8 Intermediate Similarity NPC245280
0.8 Intermediate Similarity NPC286969
0.8 Intermediate Similarity NPC51154
0.8 Intermediate Similarity NPC16573
0.8 Intermediate Similarity NPC473198
0.8 Intermediate Similarity NPC131479
0.8 Intermediate Similarity NPC473020
0.8 Intermediate Similarity NPC157659
0.8 Intermediate Similarity NPC211879
0.8 Intermediate Similarity NPC307642
0.8 Intermediate Similarity NPC8039
0.8 Intermediate Similarity NPC16520
0.7981 Intermediate Similarity NPC197231
0.7979 Intermediate Similarity NPC219937
0.7979 Intermediate Similarity NPC123252
0.7979 Intermediate Similarity NPC194485
0.7979 Intermediate Similarity NPC53890
0.7961 Intermediate Similarity NPC477027
0.7961 Intermediate Similarity NPC474573
0.7961 Intermediate Similarity NPC70204
0.7961 Intermediate Similarity NPC306131
0.7961 Intermediate Similarity NPC475670
0.7961 Intermediate Similarity NPC477026
0.7959 Intermediate Similarity NPC234287
0.7959 Intermediate Similarity NPC280825
0.7957 Intermediate Similarity NPC160304
0.7955 Intermediate Similarity NPC24504
0.7941 Intermediate Similarity NPC113044
0.7941 Intermediate Similarity NPC470432
0.7941 Intermediate Similarity NPC14946
0.7941 Intermediate Similarity NPC181467
0.7941 Intermediate Similarity NPC283829
0.7941 Intermediate Similarity NPC63368
0.7941 Intermediate Similarity NPC161676
0.7941 Intermediate Similarity NPC305423
0.7941 Intermediate Similarity NPC190395
0.7941 Intermediate Similarity NPC14704
0.7941 Intermediate Similarity NPC94272
0.7941 Intermediate Similarity NPC230507
0.7941 Intermediate Similarity NPC208650
0.7931 Intermediate Similarity NPC260301
0.7931 Intermediate Similarity NPC307336
0.7921 Intermediate Similarity NPC187400
0.7921 Intermediate Similarity NPC273879
0.7921 Intermediate Similarity NPC470885
0.7921 Intermediate Similarity NPC221562
0.7921 Intermediate Similarity NPC75608
0.7921 Intermediate Similarity NPC165033
0.7905 Intermediate Similarity NPC19888
0.7905 Intermediate Similarity NPC112274
0.79 Intermediate Similarity NPC52585
0.79 Intermediate Similarity NPC228049
0.79 Intermediate Similarity NPC68630
0.79 Intermediate Similarity NPC31085
0.7895 Intermediate Similarity NPC48463
0.7879 Intermediate Similarity NPC473200
0.7879 Intermediate Similarity NPC7341
0.7865 Intermediate Similarity NPC47149
0.7864 Intermediate Similarity NPC220427
0.7864 Intermediate Similarity NPC476541
0.7864 Intermediate Similarity NPC472896
0.7864 Intermediate Similarity NPC476538
0.7864 Intermediate Similarity NPC159005
0.7864 Intermediate Similarity NPC246124
0.7864 Intermediate Similarity NPC98696
0.7864 Intermediate Similarity NPC6931
0.7864 Intermediate Similarity NPC476540
0.7864 Intermediate Similarity NPC180183
0.7864 Intermediate Similarity NPC476539
0.7864 Intermediate Similarity NPC472897
0.7857 Intermediate Similarity NPC177818
0.7843 Intermediate Similarity NPC472899
0.7843 Intermediate Similarity NPC474569
0.7843 Intermediate Similarity NPC165405
0.7843 Intermediate Similarity NPC181845
0.7843 Intermediate Similarity NPC472898
0.7843 Intermediate Similarity NPC472900
0.7843 Intermediate Similarity NPC309448
0.7843 Intermediate Similarity NPC285927
0.7841 Intermediate Similarity NPC475
0.7841 Intermediate Similarity NPC472501
0.7841 Intermediate Similarity NPC472502
0.7835 Intermediate Similarity NPC476894
0.783 Intermediate Similarity NPC476693
0.7826 Intermediate Similarity NPC16350
0.7826 Intermediate Similarity NPC308041
0.7822 Intermediate Similarity NPC471467
0.7822 Intermediate Similarity NPC162354
0.7812 Intermediate Similarity NPC242419
0.7812 Intermediate Similarity NPC26046
0.7812 Intermediate Similarity NPC172838
0.7812 Intermediate Similarity NPC235126
0.7812 Intermediate Similarity NPC137004
0.781 Intermediate Similarity NPC13190
0.781 Intermediate Similarity NPC294129
0.781 Intermediate Similarity NPC475247
0.781 Intermediate Similarity NPC114188
0.781 Intermediate Similarity NPC476547
0.78 Intermediate Similarity NPC47566
0.78 Intermediate Similarity NPC88000
0.78 Intermediate Similarity NPC472023
0.78 Intermediate Similarity NPC176406
0.78 Intermediate Similarity NPC470434
0.78 Intermediate Similarity NPC117714
0.78 Intermediate Similarity NPC471112
0.78 Intermediate Similarity NPC474022
0.78 Intermediate Similarity NPC129372
0.78 Intermediate Similarity NPC263756
0.78 Intermediate Similarity NPC4831
0.78 Intermediate Similarity NPC160734
0.78 Intermediate Similarity NPC309425
0.7789 Intermediate Similarity NPC65550
0.7788 Intermediate Similarity NPC102016
0.7788 Intermediate Similarity NPC250089
0.7788 Intermediate Similarity NPC470433
0.7788 Intermediate Similarity NPC232054
0.7788 Intermediate Similarity NPC42482
0.7788 Intermediate Similarity NPC475550
0.7788 Intermediate Similarity NPC171073
0.7788 Intermediate Similarity NPC244086
0.7788 Intermediate Similarity NPC40440
0.7788 Intermediate Similarity NPC46190
0.7788 Intermediate Similarity NPC14630
0.7788 Intermediate Similarity NPC6806
0.7788 Intermediate Similarity NPC302057
0.7788 Intermediate Similarity NPC476835
0.7788 Intermediate Similarity NPC95051
0.7788 Intermediate Similarity NPC150372
0.7788 Intermediate Similarity NPC73243
0.7788 Intermediate Similarity NPC84956
0.7788 Intermediate Similarity NPC218571
0.7788 Intermediate Similarity NPC300557
0.7788 Intermediate Similarity NPC157530
0.7788 Intermediate Similarity NPC248746
0.7788 Intermediate Similarity NPC249265
0.7788 Intermediate Similarity NPC22779
0.7788 Intermediate Similarity NPC309278
0.7788 Intermediate Similarity NPC224098
0.7788 Intermediate Similarity NPC477809
0.7788 Intermediate Similarity NPC475333
0.7788 Intermediate Similarity NPC208383
0.7788 Intermediate Similarity NPC194207
0.7778 Intermediate Similarity NPC20979
0.7778 Intermediate Similarity NPC100048
0.7778 Intermediate Similarity NPC476690
0.7767 Intermediate Similarity NPC234160
0.7757 Intermediate Similarity NPC477810

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC469738 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7664 Intermediate Similarity NPD8133 Approved
0.7629 Intermediate Similarity NPD8171 Discontinued
0.7568 Intermediate Similarity NPD8377 Approved
0.7568 Intermediate Similarity NPD8294 Approved
0.75 Intermediate Similarity NPD8335 Approved
0.75 Intermediate Similarity NPD8380 Approved
0.75 Intermediate Similarity NPD8379 Approved
0.75 Intermediate Similarity NPD8378 Approved
0.75 Intermediate Similarity NPD8296 Approved
0.7473 Intermediate Similarity NPD6928 Phase 2
0.7345 Intermediate Similarity NPD8033 Approved
0.7232 Intermediate Similarity NPD7327 Approved
0.7232 Intermediate Similarity NPD7328 Approved
0.7168 Intermediate Similarity NPD7516 Approved
0.7103 Intermediate Similarity NPD6412 Phase 2
0.7043 Intermediate Similarity NPD7503 Approved
0.6989 Remote Similarity NPD7645 Phase 2
0.6939 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6916 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6857 Remote Similarity NPD7639 Approved
0.6857 Remote Similarity NPD7640 Approved
0.6848 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7507 Approved
0.6762 Remote Similarity NPD7638 Approved
0.6737 Remote Similarity NPD7525 Registered
0.6735 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6701 Remote Similarity NPD6695 Phase 3
0.6667 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6639 Remote Similarity NPD7319 Approved
0.6633 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6632 Remote Similarity NPD6929 Approved
0.6562 Remote Similarity NPD6930 Phase 2
0.6562 Remote Similarity NPD6931 Approved
0.6559 Remote Similarity NPD6942 Approved
0.6559 Remote Similarity NPD7339 Approved
0.6555 Remote Similarity NPD6370 Approved
0.6505 Remote Similarity NPD8034 Phase 2
0.6505 Remote Similarity NPD8035 Phase 2
0.648 Remote Similarity NPD8449 Approved
0.6452 Remote Similarity NPD1810 Approved
0.6452 Remote Similarity NPD1811 Approved
0.6436 Remote Similarity NPD7524 Approved
0.6436 Remote Similarity NPD7750 Discontinued
0.6429 Remote Similarity NPD6686 Approved
0.6429 Remote Similarity NPD8450 Suspended
0.6423 Remote Similarity NPD7736 Approved
0.6422 Remote Similarity NPD7632 Discontinued
0.6421 Remote Similarity NPD5776 Phase 2
0.6421 Remote Similarity NPD6925 Approved
0.641 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6392 Remote Similarity NPD4748 Discontinued
0.6387 Remote Similarity NPD6054 Approved
0.6387 Remote Similarity NPD6059 Approved
0.6364 Remote Similarity NPD8328 Phase 3
0.6354 Remote Similarity NPD7145 Approved
0.6348 Remote Similarity NPD6882 Approved
0.6341 Remote Similarity NPD8293 Discontinued
0.6333 Remote Similarity NPD6015 Approved
0.6333 Remote Similarity NPD6016 Approved
0.6321 Remote Similarity NPD7991 Discontinued
0.6286 Remote Similarity NPD4202 Approved
0.6281 Remote Similarity NPD5988 Approved
0.6273 Remote Similarity NPD5211 Phase 2
0.6271 Remote Similarity NPD6009 Approved
0.625 Remote Similarity NPD6402 Approved
0.625 Remote Similarity NPD6675 Approved
0.625 Remote Similarity NPD5739 Approved
0.625 Remote Similarity NPD7128 Approved
0.6238 Remote Similarity NPD6893 Approved
0.6237 Remote Similarity NPD4243 Approved
0.623 Remote Similarity NPD6067 Discontinued
0.6224 Remote Similarity NPD7514 Phase 3
0.6204 Remote Similarity NPD4755 Approved
0.62 Remote Similarity NPD4788 Approved
0.6196 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6195 Remote Similarity NPD5697 Approved
0.6195 Remote Similarity NPD5701 Approved
0.619 Remote Similarity NPD7087 Discontinued
0.6179 Remote Similarity NPD7492 Approved
0.6176 Remote Similarity NPD3618 Phase 1
0.6162 Remote Similarity NPD6902 Approved
0.6161 Remote Similarity NPD5141 Approved
0.6154 Remote Similarity NPD5328 Approved
0.614 Remote Similarity NPD6881 Approved
0.614 Remote Similarity NPD7320 Approved
0.614 Remote Similarity NPD6899 Approved
0.6139 Remote Similarity NPD3665 Phase 1
0.6139 Remote Similarity NPD3666 Approved
0.6139 Remote Similarity NPD3133 Approved
0.6139 Remote Similarity NPD4786 Approved
0.6129 Remote Similarity NPD2687 Approved
0.6129 Remote Similarity NPD2254 Approved
0.6129 Remote Similarity NPD6616 Approved
0.6129 Remote Similarity NPD4787 Phase 1
0.6129 Remote Similarity NPD2686 Approved
0.6105 Remote Similarity NPD4785 Approved
0.6105 Remote Similarity NPD4784 Approved
0.6105 Remote Similarity NPD6926 Approved
0.6105 Remote Similarity NPD6924 Approved
0.61 Remote Similarity NPD3667 Approved
0.6091 Remote Similarity NPD4700 Approved
0.6091 Remote Similarity NPD4696 Approved
0.6091 Remote Similarity NPD5285 Approved
0.6091 Remote Similarity NPD5286 Approved
0.6087 Remote Similarity NPD6014 Approved
0.6087 Remote Similarity NPD6373 Approved
0.6087 Remote Similarity NPD6012 Approved
0.6087 Remote Similarity NPD6372 Approved
0.6087 Remote Similarity NPD6013 Approved
0.6082 Remote Similarity NPD6932 Approved
0.608 Remote Similarity NPD7078 Approved
0.6075 Remote Similarity NPD7748 Approved
0.6066 Remote Similarity NPD8517 Approved
0.6066 Remote Similarity NPD8513 Phase 3
0.6066 Remote Similarity NPD8515 Approved
0.6066 Remote Similarity NPD8516 Approved
0.6061 Remote Similarity NPD7332 Phase 2
0.6055 Remote Similarity NPD6083 Phase 2
0.6055 Remote Similarity NPD6084 Phase 2
0.6042 Remote Similarity NPD4190 Phase 3
0.6042 Remote Similarity NPD5275 Approved
0.6038 Remote Similarity NPD6079 Approved
0.6038 Remote Similarity NPD7515 Phase 2
0.6038 Remote Similarity NPD7637 Suspended
0.6036 Remote Similarity NPD4159 Approved
0.6034 Remote Similarity NPD7102 Approved
0.6034 Remote Similarity NPD6883 Approved
0.6034 Remote Similarity NPD7290 Approved
0.602 Remote Similarity NPD6697 Approved
0.602 Remote Similarity NPD6114 Approved
0.602 Remote Similarity NPD6118 Approved
0.602 Remote Similarity NPD6115 Approved
0.6017 Remote Similarity NPD4632 Approved
0.6 Remote Similarity NPD6051 Approved
0.6 Remote Similarity NPD4753 Phase 2
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD6898 Phase 1
0.6 Remote Similarity NPD4225 Approved
0.5985 Remote Similarity NPD7625 Phase 1
0.5984 Remote Similarity NPD6319 Approved
0.5983 Remote Similarity NPD6617 Approved
0.5983 Remote Similarity NPD8130 Phase 1
0.5983 Remote Similarity NPD6650 Approved
0.5983 Remote Similarity NPD6869 Approved
0.5983 Remote Similarity NPD6847 Approved
0.5983 Remote Similarity NPD6649 Approved
0.5982 Remote Similarity NPD4633 Approved
0.5982 Remote Similarity NPD5224 Approved
0.5982 Remote Similarity NPD5225 Approved
0.5982 Remote Similarity NPD5226 Approved
0.5981 Remote Similarity NPD6399 Phase 3
0.5979 Remote Similarity NPD6933 Approved
0.5965 Remote Similarity NPD6008 Approved
0.596 Remote Similarity NPD4195 Approved
0.596 Remote Similarity NPD6683 Phase 2
0.5932 Remote Similarity NPD8297 Approved
0.5929 Remote Similarity NPD5174 Approved
0.5929 Remote Similarity NPD5175 Approved
0.5909 Remote Similarity NPD7902 Approved
0.5906 Remote Similarity NPD6033 Approved
0.5905 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5897 Remote Similarity NPD4634 Approved
0.5895 Remote Similarity NPD7152 Approved
0.5895 Remote Similarity NPD7150 Approved
0.5895 Remote Similarity NPD7151 Approved
0.5893 Remote Similarity NPD5223 Approved
0.5882 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5882 Remote Similarity NPD3669 Approved
0.5876 Remote Similarity NPD3703 Phase 2
0.5876 Remote Similarity NPD3702 Approved
0.5872 Remote Similarity NPD5695 Phase 3
0.5868 Remote Similarity NPD7115 Discovery
0.5865 Remote Similarity NPD5330 Approved
0.5865 Remote Similarity NPD6684 Approved
0.5865 Remote Similarity NPD7334 Approved
0.5865 Remote Similarity NPD7146 Approved
0.5865 Remote Similarity NPD7521 Approved
0.5865 Remote Similarity NPD6409 Approved
0.5862 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5856 Remote Similarity NPD5696 Approved
0.5851 Remote Similarity NPD6923 Approved
0.5851 Remote Similarity NPD6922 Approved
0.5847 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5843 Remote Similarity NPD1145 Discontinued
0.5826 Remote Similarity NPD4768 Approved
0.5826 Remote Similarity NPD4767 Approved
0.5818 Remote Similarity NPD4697 Phase 3
0.5818 Remote Similarity NPD5221 Approved
0.5818 Remote Similarity NPD5222 Approved
0.5818 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5816 Remote Similarity NPD6117 Approved
0.5812 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5983 Phase 2
0.5789 Remote Similarity NPD7143 Approved
0.5789 Remote Similarity NPD4754 Approved
0.5789 Remote Similarity NPD7144 Approved
0.5785 Remote Similarity NPD6274 Approved
0.5784 Remote Similarity NPD4221 Approved
0.5784 Remote Similarity NPD4223 Phase 3
0.5773 Remote Similarity NPD6113 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   46906410
ChEMBL   CHEMBL1164864
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  0.1935
MLogP:  3.33
XLogP:  2.87
# Rotatable Bonds:  3
Polar Surface Area:  38.69
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs